Abstract
Dimetalation of aliphatic 2-alkynes was observed in mild conditions in ether solution. Only 2-butyne has undergone monometalation exclusively. The dilithio compounds of 1- and 2-alkynes were attacked by electrophiles first at the 3-position. A 1.3-sigmatropic shift occurred in the monolithioallenes to give terminal acetylides. Metalation of 3-alkyne gave only a monolithiated compound in the conditions studied.
Original language | English |
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Pages (from-to) | 5385-5392 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 28 |
Issue number | 21 |
DOIs | |
State | Published - 1 Jan 1972 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry